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Come by the Chatterbox Pub in Saint Paul on Wednesday and Sunday nights to sing your heart out. This cozy corner nightlife lounge dusts off the karaoke machine for its customers at night, and their drink specials and local microbrew drafts keep the customers singing along with all their favorite tunes. And don’t miss Music Bingo on Thursdays!

If you’re feeling the blues, stop by the Selby Avenue Jazz Festival. Since 2002, people from all walks of life have gathered as a community to celebrate the residents and businesses of the area through music, food and other activities. See what the local vendors have to offer, take in the eclectic culture and enjoy the smooth sounds of jazz.

Saint Paul’s oldest surviving theater, the Fitzgerald Theater has been around since 1910. Once famous for screening foreign films, nowadays Minnesota Public Radio owns the Fitz. You may be familiar with their most popular show, A Prairie Home Companion, which is heard all over the nation. In addition to this radio show, the Fitz hosts all sorts of Broadway musicals, vaudeville shows, film festivals, concerts, and other entertainment.

Learn about the mobster history in Saint Paul at Wabasha Street Caves. These Gangster Tours take you around the man-made sandstone caves in the Saint Paul area. Dressed up and in-character guides share information about the use of the caves in the 1920s, such as the Wabasha Street Speakeasy. Often frequented by gangsters like John Dillinger, these historical caves are also rumored to be haunted.